IP Library Granted Patent US 9,637,429
Granted Patent B2
US 9,637,429 · App. 14/680,092 · Granted May 2, 2017

Conversion of chlorofluororopanes and chlorofluropropenes to more desirable fluoropropanes and fluororopenes

Inventor: Xuehui Sun (Kennett Square, PA)
Assignee: THE CHEMOURS COMPANY FC, LLC
C07C17/25C07C17/23C07C17/354
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,637,429
App. No.
14/680,092
Granted
May 2, 2017
Kind
B2
Abstract

A process is provided comprising contacting and reacting the compound CF 3 CF 2 CHXCl, wherein X is H or Cl, or the compound CF 3 CF═CXCl, wherein X is H or Cl, with hydrogen in the presence of a catalyst consisting essentially of Cu, Ru, Cu—Pd, Ni—Cu, and Ni—Pd, to obtain as a result thereof reaction product comprising hydrofluoropropenes or intermediates convertible to said hydrofluoropropenes, notably CF 3 CF═CH 2 and CF 3 CH═CHF.

Claims (10)

1. A process comprising contacting and reacting the compound CF 3 CF 2 CHCl 2 , or the compound CF 3 CF═CXCl, wherein X is H or Cl, with hydrogen in the presence of a catalyst consisting essentially of Cu, Ru, Cu—Pd, Ni—Cu, or Ni—Pd, to obtain as a result thereof a reaction product comprising the compound CF 3 CF═CH 2 and at least one of the compounds CF 3 CF═CHCl or CF 3 CF 2 CH 2 Cl, wherein no detectable CF 3 CH═CH 2 is found in said reaction product, and wherein the CF 3 CF═CHCl is converted to the reaction product comprising the compound CF 3 CF═CH 2 by hydrogenation in the presence of a catalyst.

2. The process of claim 1 wherein said compound CF 3 CF 2 CH 2 Cl is converted to reaction product comprising the compound CF 3 CF═CH 2 , first by dehydrofluorination of said compound CF 3 CF 2 CH 2 Cl to form the compound CF 3 CF═CHCl and then hydrogenation of said compound CF 3 CF═CHCl in the presence of catalyst.

3. The process of claim 1 wherein said compound CF 3 CF 2 CH 2 Cl is converted to reaction product comprising CF 3 CF═CH 2 by hydrogenation in the presence of catalyst.

4. The process of claim 1 wherein said compound CF 3 CF 2 CHCl 2 is accompanied by the compound CF 3 CCl 2 CHF 2 in said contacting and reacting with hydrogen in the presence of said catalyst, whereby said reaction product comprise at least one of the compounds CF 3 CCl═CHF, CF 3 CHClCHF 2 , CF 3 CH 2 CF 2 H, or CF 3 CH═CHF.

5. The process of claim 4 wherein said compound CF 3 CCl═CHF is hydrogenated to form a reaction product comprising at least one of the compounds CF 3 CH═CHF or CF 3 CHClCH 2 F.

6. The process of claim 5 wherein compound CF 3 CHClCH 2 F is converted to the reaction product comprising the compound CF 3 CH═CHF by dehydrochlorination.

7. The process of claim 4 wherein said compound CF 3 CHClCHF 2 is converted to reaction product comprising the compounds CF 3 CH═CF 2 or CF 3 CH═CHF.

8. The process of claim 4 wherein said compound CF 3 CH 2 CF 2 H is dehydrofluorinated to form the reaction product comprising CF 3 CH═CHF.

9. The process of claim 1 wherein said compound is CF 3 CF═CXCl, wherein X is Cl or CF 3 CF═CXCl, wherein X is H or a mixture thereof, and said reaction product comprises the compound CF 3 CF 2 ═CH 2 .

10. The process of claim 1 wherein said catalyst includes a support.

Assignments (3)
SECURITY INTEREST Recorded Apr 4, 2018
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 045846/0011 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2015
From: SUN, XUEHUI
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 037247/0891 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 14, 2015
From: SUN, XUEHUI
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 036329/0066 →
Continuity (2)
Provisional Application 61980157 · Apr 16, 2014
Related Publication 20150299072A1 · Oct 22, 2015